2,4,6-Trimethylphenylboronic acid
- Product Name
- 2,4,6-Trimethylphenylboronic acid
- CAS No.
- 5980-97-2
- Chemical Name
- 2,4,6-Trimethylphenylboronic acid
- Synonyms
- MESITYLBORONIC ACID;NSC 157832;AKOS BRN-0050;RARECHEM AH PB 0155;2,4,6-Trimethylpheny;2-MESITYLENEBORONIC ACID;Mesitylene-2-boronic acid;TriMethylphenylboronic aci;2,4,6-TRIMETHYLBORONIC ACID;2,4,6-Trimethylphenylboronicaci
- CBNumber
- CB7425501
- Molecular Formula
- C9H13BO2
- Formula Weight
- 164.01
- MOL File
- 5980-97-2.mol
2,4,6-Trimethylphenylboronic acid Property
- Melting point:
- 115-122 °C (lit.)
- Boiling point:
- 309.1±52.0 °C(Predicted)
- Density
- 1.05±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- soluble in Methanol
- pka
- 9.00±0.58(Predicted)
- form
- powder
- color
- White to Almost white
- BRN
- 2831927
- InChI
- InChI=1S/C9H13BO2/c1-6-4-7(2)9(10(11)12)8(3)5-6/h4-5,11-12H,1-3H3
- InChIKey
- BZXQRXJJJUZZAJ-UHFFFAOYSA-N
- SMILES
- B(C1=C(C)C=C(C)C=C1C)(O)O
- CAS DataBase Reference
- 5980-97-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,F
- Risk Statements
- 36/37/38-10
- Safety Statements
- 37/39-26-33-29-16-3/7/9-24/25
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29209090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 542318
- Product name
- 2,4,6-Trimethylphenylboronic acid
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $106
- Updated
- 2025/07/31
- Product number
- T1960
- Product name
- 2,4,6-Trimethylphenylboronic Acid
- Purity
- >98.0%(HPLC)
- Packaging
- 1g
- Price
- $27
- Updated
- 2025/07/31
- Product number
- T1960
- Product name
- 2,4,6-Trimethylphenylboronic Acid
- Purity
- >98.0%(HPLC)
- Packaging
- 5g
- Price
- $84
- Updated
- 2025/07/31
- Product number
- M258758
- Product name
- Mesitylboronicacid
- Packaging
- 500mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- M258758
- Product name
- Mesitylboronicacid
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
2,4,6-Trimethylphenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
Off-white Cryst
Uses
suzuki reaction
Uses
Reactant involved in:
- Cross-coupling with α-bromocarbonyl compounds or 2,6-disubstituted bromoarenes
- Suzuki-Miyaura coupling for synthesis of biphenyl arsine ligands
- Addition reactions to naphthyridine N-oxides or β-aryloxyacrylates
General Description
Contains varying amounts of anhydride.
Synthesis
576-83-0
5980-97-2
The general procedure for the synthesis of 2,4,6-trimethylphenylboronic acid from 2-bromo-1,3,5-trimethylbenzene was as follows: magnesium chips (60.27 mmol) were added to a dry three-necked round-bottomed flask along with anhydrous tetrahydrofuran (30 mL), and the suspension was stirred to form a suspension. Bromoisopropene (13.07 mmol) was slowly added and heated to initiate the formation of Grignard's reagent. Subsequently, 2-bromo-1,3,5-trimethylbenzene (32.02 mmol) was dissolved in anhydrous tetrahydrofuran (30 mL) and slowly added dropwise to the reaction system through a constant pressure dropping funnel. The reaction mixture was heated to reflux for 4.5 hours. Upon completion, the reaction system was cooled to -78 °C. Triethyl borate (111.66 mmol) was added dropwise over 15 minutes. After the dropwise addition was completed, the reaction system was allowed to slowly warm up to room temperature and stirring was continued for 5 hours. Subsequently, the reaction mixture was cooled to 0 °C, the reaction was quenched with 1 M hydrochloric acid solution and stirred for 2 hours. The reaction mixture was extracted three times with ether and the organic phases were combined. The organic phase was washed with saturated brine and dried over anhydrous sodium sulfate. After drying, the desiccant was removed by filtration and the filtrate was concentrated under reduced pressure to give the crude product. The crude product was recrystallized in benzene to give pure 2,4,6-trimethylphenylboronic acid (26.10 mmol, 58% yield). The product was characterized by 1H-NMR (400 MHz, CDCl3) and 13C-NMR (100 MHz, CDCl3) with the following data: 1H-NMR δ= 6.82 (s, 2H), 4.73 (brs, 2H), 2.33 (s, 6H), 2.26 (s, 3H); 13C-NMR δ= 139.64, 138.66, 127.99, 127.26, 22.89, 22.03, 21.12.
References
[1] Organic Letters, 2011, vol. 13, # 17, p. 4479 - 4481
[2] Patent: EP1623971, 2006, A1. Location in patent: Page/Page column 19
[3] Journal of Organic Chemistry, 2000, vol. 65, # 20, p. 6319 - 6337
[4] Organic Letters, 2014, vol. 16, # 17, p. 4662 - 4665
2,4,6-Trimethylphenylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,4,6-Trimethylphenylboronic acid manufacturers
- Product
- Mesitylboronic acid 5980-97-2
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-07-05
- Product
- 2,4,6-Trimethylphenylboronic acid 5980-97-2
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 2,4,6-Trimethylphenylboronic acid 5980-97-2
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09